ISSN:
0941-1216
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Phenols 1 substituted in the para position by vinyl groups bearing different combinations of thioether and cyano substituents in the β positions were synthesized. The determination of their efficiency as antioxidants led to the following order of reactivity: RS,RS ≫ RS,CN 〉 CN,CN. The analysis of the ESR spectra of analogous phenoxy radicals 4 indicates however a different order for the radical stabilization: RS,CN 〉 RS,RS ≫ CN,CN. This behavior is explained by a charge or electron transfer in the transition state as the main factor governing the reactivity. Relative stabilizations of the phenoxy radicals are easily explained according to the captodative concept.
Additional Material:
6 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/prac.19923340704
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